Structure revision of trichotoxin, a chlorinated polyketide isolated from a Trichodesmium thiebautii bloom

Details

• Journal Title:
  Tetrahedron Letters
• Personal Author:
  Bertin, Matthew J. ; Zimba, Paul V. ; He, Haiyin ; Moeller, Peter D.R.
• NOAA Program & Office:
  NOS (National Ocean Service) ; NCCOS (National Centers for Coastal Ocean Science)
• Description:
  NMR-guided fractionation of the lipophilic extract of Trichodesmium thiebautii filaments led to the isolation of a phenyl-containing chlorinated polyketide (1) and an alkyne-containing analog (2). Comparison of spectroscopic and spectrometric data of 1 with the data of the previously reported trichotoxin, strongly suggested that these metabolites were identical and supports a structural revision of trichotoxin and its designation as trichotoxin A. In addition, we report the isolation and characterization of the alkyne-containing analog trichotoxin B (2). Absolute configuration of 1 and 2 is proposed based on spectroscopic comparison to a close structural analog.
• Keywords:
  Biochemistry Cyanobacteria Toxicology
• Source:
  Tetrahedron Letters, 57(52), 5864-5867
• DOI:
  https://doi.org/10.1016/j.tetlet.2016.11.062
• Format:
  PDF
• Document Type:
  Journal Article
• Rights Information:
  Accepted Manuscript
• Rights Statement:
  The NOAA IR provides access to this content under the authority of the government's retained license to distribute publications and data resulting from federal funding. While users may legally access this content, the copyright owners retain rights that govern the reproduction, redistribution, and re-use of this work. The user is solely responsible for complying with applicable copyright law.
• Compliance:
  Submitted
• Main Document Checksum:
  urn:sha-512:0949b477ae013535da696e6a17bc53917f06261e7bdbc96d8ef78c209689eb5fb59a58fbb44a9d48336ff75d20b52a5a3f99b8bcba757a75ccab6431cce35c14
• Download URL:
  https://repository.library.noaa.gov/view/noaa/55934/noaa_55934_DS1.pdf
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